Bear Trail Bear Trail Open Gallery - Bright and inviting living space with a stone fireplace and soft, plush seating - Large windows showcase scenic views and let in glowing natural light - Cozy up indoors or stargaze from the telescope by the window nook - Enjoy open air lounging on the spacious deck with views of nearby rooftops and hills - Comfy wicker chairs create a cozy setting for conversation or quiet time - Great place to sip morning coffee or watch the clouds roll over the peaks Mountain Views in quiet neighborhood less then 5 min from downtown - Relax in the private outdoor hot tub with jets bubbling beneath the mountain sky - Fresh towels provided for a spa like soak after a day of hiking or skiing - Surrounded by nature, unwind in comfort and let your worries melt away - Vaulted ceilings and mountain views define this airy bedroom with balcony access - Features a king bed and cozy twin daybed, ideal for families or couples - Wooden beams and soft linens add a rustic modern mountain feel - Close up of the warm stone fireplace glowing with cozy ambiance and comfort - Framed by plush pillows and soft throws for peak mountain lodge relaxation - Perfect spot to curl up with cocoa or share stories around the firelight - Bright and spacious living room with large windows and cozy gray furnishings - Telescope offers a fun way to stargaze or take in mountain and rooftop views - Soft rug, wood tables, and stairway access complete the inviting layout - Powerful telescope positioned by the window for stargazing and scenic views - Explore constellations or zoom in on mountain ridgelines from indoors - Unique touch that adds fun, exploration, and a sense of wonder to your stay - Fully equipped kitchen with granite island, pendant lighting, and stainless appliances - Rich wood cabinetry and curved countertop create a warm, lodge style feel - Ideal for home cooked meals, morning coffee, or gathering around together - Stainless steel oven, hood, and dishwasher make cooking a breeze during your stay - Granite counters and pendant lighting offer style and function in one space - Opens directly to dining and living areas for effortless entertaining This home is part of a duplex in the Bear Crossing neighborhood. - Rustic wood dining table set for six with mountain style chairs and soft lighting - Overlooks the cozy fireplace and living room for a social, open concept feel - Patterned rug and decorative mirror complete this warm dining setting - Wooden dining table set for four with white dishes, bowls, and wine glasses - Perfect setting for cozy meals, game nights, or casual breakfasts at home - Open sightlines to the kitchen make this a great space for connection - Open concept living room with gray sofas, soft rug, and inviting layout - Stairs lead to additional space, making this area the heart of the home - Warm tones and tasteful art add to the cozy yet modern mountain vibe - Coffee station ready to fuel your mornings with a sleek stainless brewer - Granite countertops and wood cabinetry offer charm and convenience - Wake up and start your day with a fresh brew just steps from the dining area - Stainless gas range with overhead lighting and modern vent hood for easy cooking - Spacious granite prep area is perfect for home style meals or casual snacks - Well lit and ready for everything from breakfast to après ski dinner - Stainless appliances and custom cabinetry open into a stylish lounge nook - Southwestern style rug and cozy couch bring warmth and visual texture - Smart layout keeps snacks, cooking, and relaxing all within arm’s reach - Gray upholstered couch with decorative pillows and a rustic modern coffee table - Relax in comfort surrounded by cozy textures and warm wood accents - Quiet spot perfect for reading, chatting, or watching your favorite show - Stylish half bath with a pedestal sink, round mirror, and mountain themed decor - Soft lighting and neutral walls create a clean, modern, and functional space - Perfect for guests or quick freshen ups between outdoor activities - Light filled stairway leads up from the cozy living area with fireplace view - Natural wood railing and soft carpet make transitions between floors seamless - Thoughtful layout connects all spaces while preserving open feel - Twin size bed with plush bedding and a mountain view balcony just outside - Ideal for kids, solo travelers, or quiet readers looking for a peaceful nook - Cozy and airy with fresh natural light and soft gray toned accents - Spacious king bedroom with a tufted headboard, ambient lighting, and soft linens - Vaulted ceiling and warm tones make it a peaceful escape for restful nights - Direct ensuite access adds ease and comfort to your mountain retreat - Full bathroom featuring double sinks, granite counters, and a walk in shower - Plenty of lighting, wood cabinets, and tile accents provide a refined rustic touch - Great for couples or families needing space and convenience - Warm and inviting bedroom with full size bed, wood beams, and soft neutrals - En suite access and mounted wall art complete the cozy lodge inspired setting - Quiet retreat for restful sleep after a day of adventure outdoors - Cozy up beside a stylish Après Ski pillow for alpine inspired charm - Warm lighting from the sculpted bedside lamp adds a serene ambiance - Soft neutral bedding enhances the calming mountain retreat aesthetic - Rest easy in this inviting bedroom featuring a wood accented bed frame - Après Ski pillow and cozy bedding offer comfort with a rustic twist - Vaulted ceilings and natural light create a relaxing, spacious vibe - Enjoy movie nights with a flat screen TV and sleek woodgrain dresser - Natural light flows through wide windows framing peaceful scenery - Minimalist design blends modern style with cozy alpine atmosphere - Refresh in this stylish bathroom featuring a tiled shower and full tub - Wooden vanity with vessel sink and warm lighting creates a cozy feel - Lavender accents and soft towels add spa like touches to your stay - Sleep soundly in this charming bunk room with twin over full setup - Sturdy stairs offer easy access to the top bunk for kids and adults - Bright windows frame beautiful green views and fill the room with light - Enjoy added convenience with direct bathroom access from this room - Comfy bunk beds and soft bedding ensure restful nights for all ages - Vaulted ceilings and neutral tones enhance the space’s airy layout - Take care of laundry with ease using the in unit washer and dryer set - Built in shelving keeps detergents and essentials within easy reach - Natural wood tones and a wicker chair add warmth to this utility space - Freshen up in this clean and inviting bathroom with a tiled shower tub - Polished fixtures and wood cabinetry create a rustic, modern balance - White linens, framed art, and soft lighting offer a spa inspired feel A winter afternoon on Bear Trail. On the back patio, there is a gas grill and a private hot tub. The landing of the split level entrance. A heated garage with space for two compact vehicles. Hideaway Park MUSIC Just steps away. Cooper Creek in Winter Park, shopping, nightlife, and restaurants. The Winter Park Resort summertime slopes. Frequent Moose visits around this condo. Enter the home through the garage, or use the welcoming second floor entrance. On the bottom floor, there is a large mudroom with a full sized washer and dryer. Welcome to Bear Crossing Condo. Downtown Town of Winter Park. Skiing and Riding for the whole Family. The townhome is 3 stories and has a heated garage for your convenience with stunning views. iStock-1356116436 (1) Wold Class riding at Winter Park Resort. Fraser Tubing Hill is 5 min away. The entrance to Rocky Mountain National Park is about an hours drive. Views of the Rocky Mountains. Winter Park Resort less then a 5 min drive away. Downtown Winter Park. Gallery View Winter Park, CO 3 Bedrooms 3 full, 1 half Baths 10 Guests 2000 sq. ft. (5.0) Description Rooms Amenities Reviews Calendar Location Winter Park Short Term Rental Registration NO. 018390 Nestled in a serene neighborhood just above downtown Winter Park, this home offers convenient access to an array of outdoor activities such as mountain biking, hiking, and cross-country skiing right from your doorstep. Only an 8-minute drive to Winter Park Resort or walk about 15 minutes down the street to take advantage of the hassle-free FREE Winter Park Lift Shuttle, dropping you slope-side without the parking stress. Indulge in the newly installed private hot tub, a blissful retreat for soothing your muscles after your mountain escapades. The townhome features a front deck with breathtaking views of the Continental Divide—an ideal spot for basking in the sun or diving into your favorite book. Worried about parking? Fear not, as this home provides a heated garage accommodating two vehicles and even boasts a ping pong table for added entertainment. Inside, revel in the bright, open floor plan offering abundant natural light and ample space for relaxation. The primary bedroom hosts a King and Queen bed, while the second bedroom features a Queen bed, and the third bedroom offers a Twin over Full bunk bed with an additional trundle Twin. There is also a pullout couch in the main floor den. With 3.5 bathrooms, this property comfortably supports larger groups, ensuring everyone's comfort and convenience. * Owners have a dog but guests cannot bring a pet Rooms Primary King and Queen 1 King 1 Queen Bedroom #2 Queen 1 Queen Bedroom #3 2 Twin 1 Queen 1 Twin 1 Twin Over Double/Queen Bunk Bed Amenities Bathroom Body Soap Cleaning Products Conditioner Hair Dryer Hot Water Shampoo Shower Gel Bathtub Bedroom & Laundry Bed Linens Essentials Hangers Towels Wardrobe or Closet Dryer - Private Extra Pillows & Blankets Room Darkening Shades Washer - Private Cleanliness & Safety Carbon Monoxide Detector Deadbolt Lock Outdoor Lighting Self Check-In & Check-Out Smoke Detector Fire Extinguisher Internet & Office Wifi Wifi - Free Ethernet Connection Laptop Friendly Workspace Wifi - Speed 500mbps Kitchen & Dining Coffee Coffee Maker Cooking Basics Dishes & Silverware Dishwasher Freezer Kitchen Microwave Oven Refrigerator Stove Toaster Baking Sheet BBQ Grill Utensils Blender Dining Area or Room Dining table Ice Maker Kitchen Island Spices Wine Glasses Location & Attractions Mountain Car - Recommended Family Themed Laundromat Nearby Romantic Themed Rural Town View - Mountain Other Property Amenities Heating Living Room Ceiling Fan Fireplace - Gas Fireplace - Wood or Wood Stove Pets - Not Allowed Portable Fans Private Entrance Services Cleaning During Stay - Fee Sports, Leisure & Adventure Antiquing Bird Watching Boating Cross Country Skiing Cycling Fishing Fishing - Fly Fishing - Freshwater Golf Hiking Horseback Riding Hunting Ice Skating Mountain Biking Mountain Climbing Rock Climbing Shopping Skiing Sledding Snowboarding Snowmobiling Swimming Water Skiing Whitewater Rafting Wildlife Viewing Wind Surfing Mountaineering Paddle Boating Rafting Ski Lift Privileges Water Tubing Entertainment Games Satellite or Cable Smart TV Sound System Stereo TV Other Building, Complex Or Neighborhood Amenities Hospital Outdoor BBQ Grill Area BBQ Grill - Gas BBQ Grill - Private Outdoor Dining Outdoor Seating & Furniture Patio or Balcony Parking & Facilities Garage Parking - Free Parking - On Site Free Parking - Private Pool & Spa Hot Tub Hot Tub - Private See All Amenities + Reviews 5.0 (15 Reviews) Write A Review Thank you for submitting your review. It will be processed shortly! We value your privacy. Your email address will not be shared publicly. SUBMIT Leslie Stayed Mar, 2024 Review Stayed with our toddler and another family with a toddler and it was a great house for two families. Host's response: So happy to hear, Leslie. It was a pleasure having you in our home. Come back and stay with SkyRun Winter Park again soon. Matt Stayed Feb, 2024 Review Our family with small children had a wonderful time at this house. It was very cozy and close to everything which made it easy for us. We would definitely stay here again! Host's response: Thank you! Happy to host you again. Chris Stayed Feb, 2024 Colorado ski trip A beautiful, comfortable, well appointed property. Kitchen has everything you need, the hot tub was perfect after a day on the slopes. Close to town for restaurants and shopping. Skiing is 5-10 min away. David Stayed Jan, 2024 Review Great place and very comfortable. SkyRun was very responsive to any questions we had. Host's response: Thanks, David. Happy to hear your stay was comfortable. Come back soon. Thanks again, SkyRun. Lindsey Stayed Sep, 2023 Amazing Views!! The pictures don’t do the view from the master balcony justice, it was breathtaking! House was comfortable, spacious and everything we needed for a fun end of summer Labor Day weekend with our family of 5. Biswash Stayed Jul, 2023 Review Amazing place to be at Winterpark!! Great location, spectacular views, clean , exact as described in the ad , we will definitely visit again enjoyed the stay at this beautiful home that is well maintained. Evan Stayed Apr, 2023 Review We had a fantastic time staying here! Lots of space for our family, bathrooms for each of the three bedrooms, and the hot tub was a great way to relax after skiing. The garage was also nice a big to make loading/unloading of skis easy and the door was tall enough that we didn't need to take the roof box off our minivan to fit in.Kids also enjoyed the selection of board games available (The Quest for El Dorado was a big hit) and kept them occupied while we made dinner in the well stocked kitchen.For anyone with mobility issues, there are definitely a lot of stairs to navigate (can be seen in the pictures). Wasn't an issue for us but something to note.We would definitely stay here again if we come back to Winter Park! Host's response: Thank you for your stay at our property. We take pride in ensuring our guests are satisfied and are happy you enjoyed your stay! We hope to welcome you back soon. Kind Regards, SkyRun Winter Park Nicole Stayed Mar, 2023 Review Had a great time with a group of 10! House was clean and organized, and surprisingly private despite being a condo. Larger space than expected with 2 living spaces as well. Would definitely book again! Skyrun was helpful and responsive as well. Host's response: Thank you for your stay at our property. We take pride in ensuring our guests are satisfied and are happy you enjoyed your stay! Kind Regards, SkyRun Winter Park Moira Stayed Jan, 2023 Review This condo was so spacious and cozy! The perfect place to come back to after a long day of skiing. Host's response: Thank you for your stay at our property. We take pride in ensuring our guests are satisfied and are happy you enjoyed your stay! Kind Regards, SkyRun Winter Park Diana Stayed Dec, 2022 Review About 5 miles from Winter Park/May Jane with garage and private hot tub. The kitchen had everything needed. Best part- a bathroom in each of the 3 bedrooms. Host's response: Thank you for your stay at our property. We take pride in ensuring our guests are satisfied and are happy you enjoyed your stay! Kind Regards, SkyRun Winter Park Yesenia Stayed Jun, 2022 Review My family and I truly enjoyed our stay at SkyRun! The check-in process was extremely easy and fast. The home was extremely clean and matched the description given. I would definitely book with them again! Host's response: Thank you for your stay at our property. We take pride in ensuring our guests are satisfied and are happy you enjoyed your stay! SkyRun Winter Park Ellen Moore Stayed May, 2022 Moore family visit! I had the amazing opportunity to stay in this lovely Winter Park home over last Christmas Holiday. It was over the top beautiful, comfortable & Christmas cozy. The home was impeccable, beautiful bedding, new kitchen appliances. Extra size refrigerator. Lots of extras in the kitchen. Beautiful flatware, cookware, & glassware. This home offered everything you you could ever hope for in a designer kitchen, even a flat screen TV. The bedrooms were absolutely gorgeous, with beautiful linens & panoramic views. The master bedroom even has a small veranda to step outside & enjoy your morning coffee or just gaze at the beautiful mountain scenery. The bathrooms were roomy. Even had your own beautiful Spa bathrobe to relax in. Designer towels & beautiful vanity/sink cabinetry. This lovely home even offers a washer & dryer & an amazing hot tub off the kitchen, so very relaxing after returning from a day on the slopes. I would highly recommend this amazing home. Like no other. I have stayed in other places in the area, but this home is like no other. It has it all. Beauty, scenery, impeccably maintained. I can’t wait to revisit over the summer & maybe fall!! Don’t miss out. Plan a visit soon! You won’t be disappointed! ❤️❤️ SkyRun Stayed May, 2022 Review Great location! Just minutes from downtown with beautiful hikes right out the back door! We will be back to mountain bike the same trails this summer. The private hot tub in the back is perfect end to a day of play in the mountains. Host's response: Thank you for your stay at our property. We take pride in ensuring our guests are satisfied and are happy you enjoyed your stay! SkyRun Winter Park Jim and Kaylene Young Stayed May, 2022 Our Dream Home!!! This wonderful townhome has all you could ask for!! Very clean, spacious and all the amenities you need! Decor is beautiful and close to downtown. The Hot Tub is a bonus. Our favorite place to stay!!! Heather Beltran Stayed Apr, 2022 Best place to stay in WP! My family and I have stayed at this property multiple times and it never disappoints. It is my favorite home away from home. It is cozy, beautiful, spacious, immaculate and perfect for a small or large family get-away. The views are breathtaking and the hot tub is always a must at night. Both winter and summer stays are perfect in this condo. Unforgettable memories have been made here that we will all treasure forever. Availability Select your travel dates to view a detailed quote. Location from 192.00 / night Check-in: Check-out: Number of Guests Adults: 1 Adults 2 Adults 3 Adults 4 Adults 5 Adults 6 Adults 7 Adults 8 Adults 9 Adults 10 Adults Children: 0 Children 1 Children 2 Children 3 Children 4 Children 5 Children 6 Children 7 Children 8 Children 9 Children 10 Children Okay Share Your Name: Your Email: Recipients Email: Enter one or more recipient email addresses separated by comma Message: Add to Favorites Favorites Print Inquire Inquiry Form - Property Details Page Inquiry form for property pages. FullName(Required) First Last Email(Required) Phone(Required)Arrival(Required) MM slash DD slash YYYY Departure(Required) MM slash DD slash YYYY Comment Δ Inquire XClose Bear Trail schedule-calendar Check Availability